T4500

Theobromine

≥98.0%, Phosphosdiesterase inhibitor

• Synonym(s): 2,6-Dihydroxy-3,7-dimethylpurine, 3,7-Dihydro-3,7-dimethyl-1H-purine-2,6-dione, 3,7-Dimethylxanthine
• Empirical Formula (Hill Notation): C₇H₈N₄O₂
• CAS Number: 83-67-0
• Molecular Weight: 180.16
• NACRES: NA.77
• PubChem Substance ID: 24277679
• UNSPSC Code: 41106305
• EC Number: 201-494-2
• MDL number: MFCD00022830
• Beilstein/REAXYS Number: 16464
• Assay: ≥98.0%

Properties

• Product Name: Theobromine, ≥98.0%
• Quality Segment: 200
• assay: ≥98.0%
• mp: 345-350 °C
• solubility: H₂O: slightly soluble, aqueous base: moderately soluble, ethanol: slightly soluble
• SMILES string: [H]N1C(N(C)C2=C(N(C)C=N2)C1=O)=O
• InChI: 1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)
• InChI key: YAPQBXQYLJRXSA-UHFFFAOYSA-N
• Gene Information: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140) ; rat ... Adora1(29290)

Description

General description

Theobromine is a methylxanthine alkaloid derivative, highly present in cocoa.

Application

Theobromine has been used:

• to test in behavioural assay
• as a food or dietary supplement
• as a standard for theobromine quantification in brewed coffee samples

Biochem/physiol Actions

Phosphosdiesterase inhibitor; weak adenosine receptor antagonist; diuretic; smooth muscle relaxant.

Theobromine possesses antitussive action and might be useful in treating acute and chronic cough. It is a catabolic product of caffeine and shows antioxidant and prooxidant properties.

Features and Benefits

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Preparation Note

Theobromine is moderately soluble in aqueous base and is slightly soluble in water and ethanol.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H319
• pcodes: P264 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313 - P501
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves